Cheap flights from Orlando to Chicago from $26

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Wed 12/13
Wed 12/20

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Flight information for Orlando to Chicago

Find info about flight duration, direct flights, and airports for your flight from Orlando to Chicago

Best Price Found

$26

Fastest flight time

2h 42m

Direct flights

None

Airports in Chicago

2 airports
The best one-way flight to Chicago from Orlando in the past 72 hours is $26. The best round-trip flight deal from Orlando to Chicago found on momondo in the last 72 hours is $52.
The fastest flight from Orlando to Chicago takes 2h 42m
There are no direct flights from Orlando to Chicago. Popular non-direct routes for this connection are Orlando Airport - Chicago Midway Airport, Orlando Airport - Chicago O'Hare Intl Airport and Orlando Sanford Intl Airport - Chicago Greater Rockford Airport.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

How to get the cheapest flight ticket from Orlando to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly from Orlando to Chicago?

February. The cheapest time of year to fly to Chicago from Orlando is February. Most expensive is June

What is the cheapest airline that flies to Chicago from Orlando?

Frontier. Allegiant Air, American Airlines, and Delta are the most popular carriers operating from Orlando to Chicago

What is the cheapest Orlando to Chicago flight route?

Orlando - Chicago O'Hare Intl. Fly from Orlando to Chicago O'Hare Intl for the best Orlando - Chicago flight prices

How far in advance should you book Orlando to Chicago flights?

50 days before. The cheapest time to buy a flight from Orlando to Chicago is approximately 50 days to departure

How many flights depart from Orlando to Chicago on average per day?

As of December 2023, there are 68 flights per week flying from Orlando to Chicago. The most common time of day flights depart is 11:00AM, with 45% of flights taking off at noon.

How many flights depart from Orlando to Chicago on average per week?

As of December 2023, 476 flights take off from Orlando and land in Chicago each week. The most common flight departure day for this route is Sunday, with 16% of weekly flights taking off on this day.

What cabin class options are available on Orlando to Chicago flights?

There are 3 cabin classes available to choose from on Orlando to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Orlando to Chicago flights?

No. A direct flight is the cheapest option for a flight between Orlando to Chicago.

When you’re planning your trip from Orlando to Chicago, the most popular airport-to-airport route is Orlando Airport to Chicago O'Hare Intl Airport. You may be looking for an airport near Orlando Airport to depart from when traveling to Chicago and Orlando Sanford Intl Airport, located in Orlando is a great option. If you are looking for alternate airports to fly into when traveling from Orlando, you can try Chicago Midway Airport or Chicago Greater Rockford Airport which are located in Chicago and Chicago respectively. In December, $52 is typically the cheapest round trip price you’ll find from Orlando to Chicago which you can find when you fly MCO — ORD.

Orlando Airport (MCO) to Chicago O'Hare Intl Airport (ORD)$52
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Orlando Airport (MCO) to Chicago Midway Airport (MDW)$58
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Orlando Sanford Intl Airport (SFB) to Chicago Greater Rockford Airport (RFD)$188
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Orlando Airport (MCO) to Chicago Greater Rockford Airport (RFD)$771
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Easily compare round-trip flights from Orlando to Chicago

Below you can see the best fares for your round-trip flight route over the next six months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Orlando to Chicago by changing tabs
Spirit Airlines
Jan 27
MCO9:20 pmOrlando
3h 05m
ORD11:25 pmChicago O'Hare Intl
Jan 30
ORD6:00 amChicago O'Hare Intl
2h 46m
MCO9:46 amOrlando
Frontier
Jan 12
MCO6:55 amOrlando
3h 16m
ORD9:11 amChicago O'Hare Intl
Jan 17
ORD8:28 pmChicago O'Hare Intl
3h 01m
MCO12:29 amOrlando
Multiple Airlines
Jan 23
MCO3:15 pmOrlando
3h 06m
ORD5:21 pmChicago O'Hare Intl
Jan 27
ORD6:28 pmChicago O'Hare Intl
3h 01m
MCO10:29 pmOrlando
Spirit Airlines
Jan 13
MCO5:00 pmOrlando
3h 06m
ORD7:06 pmChicago O'Hare Intl
Jan 16
ORD8:00 amChicago O'Hare Intl
2h 51m
MCO11:51 amOrlando
Frontier
Feb 27
MCO4:23 pmOrlando
2h 54m
MDW6:17 pmChicago Midway
Mar 6
MDW9:04 pmChicago Midway
2h 43m
MCO12:47 amOrlando
Spirit Airlines
Feb 28
MCO9:22 pmOrlando
2h 52m
ORD11:14 pmChicago O'Hare Intl
Mar 6
ORD11:10 amChicago O'Hare Intl
2h 47m
MCO2:57 pmOrlando

Find the cheapest one-way flights from Orlando to Chicago

If you're looking for one-way flights from Orlando to Chicago, view some of our deals below provided by Allegiant Air, Frontier and Spirit Airlines
Spirit Airlines
Jan 20
MCO5:00 pmOrlando
3h 06m
ORD7:06 pmChicago O'Hare Intl
Frontier
Jan 10
MCO6:55 amOrlando
3h 16m
ORD9:11 amChicago O'Hare Intl
Allegiant Air
Jan 10
SFB10:00 amOrlando Sanford Intl
2h 55m
RFD11:55 amChicago Greater Rockford

Search last-minute flights to Chicago from Orlando

Find and compare round-trip flight prices for your last-minute flight from Orlando to Chicago
Spirit Airlines
Dec 13
MCO9:53 pmOrlando
3h 14m
ORD12:07 amChicago O'Hare Intl
Dec 18
ORD6:55 pmChicago O'Hare Intl
3h 04m
MCO10:59 pmOrlando
Multiple Airlines
Dec 13
MCO9:53 pmOrlando
3h 14m
ORD12:07 amChicago O'Hare Intl
Dec 16
ORD8:25 pmChicago O'Hare Intl
3h 02m
MCO12:27 amOrlando
Frontier
Dec 13
MCO7:00 amOrlando
3h 15m
ORD9:15 amChicago O'Hare Intl
Dec 13
ORD8:30 pmChicago O'Hare Intl
3h 02m
MCO12:32 amOrlando
Spirit Airlines
Dec 13
MCO5:00 pmOrlando
3h 09m
ORD7:09 pmChicago O'Hare Intl
Dec 17
ORD5:50 amChicago O'Hare Intl
3h 01m
MCO9:51 amOrlando
Multiple Airlines
Dec 16
MCO10:10 pmOrlando
3h 14m
ORD12:24 amChicago O'Hare Intl
Dec 19
ORD8:25 pmChicago O'Hare Intl
3h 02m
MCO12:27 amOrlando
Spirit Airlines
Dec 16
MCO10:10 pmOrlando
3h 14m
ORD12:24 amChicago O'Hare Intl
Dec 19
ORD5:50 amChicago O'Hare Intl
3h 01m
MCO9:51 amOrlando

Best airlines flying from Orlando to Chicago

Compare and see reviews for airlines that fly from Orlando to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $48Free CancellationRating
5.8
1,042 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $55Free CancellationRating
6.0
2,813 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $99Free CancellationRating
7.2
2,731 reviews
Search United Airlines flights
Allegiant AirPriceFrom $123Free CancellationRating
6.9
356 reviews
Search Allegiant Air flights
American AirlinesPriceFrom $158Free CancellationRating
7.1
2,903 reviews
Search American Airlines flights
DeltaPriceFrom $222Free CancellationRating
7.8
1,571 reviews
Search Delta flights
  • United Airlines Flights From Orlando to Chicago

    United Airlines is one of the most popular airlines flying from Orlando to Chicago, operating 43 flights/week on average for this route. A good United Airlines flight deal for Orlando to Chicago starts from $99 round-trip, up to an average price of $261. Our users have rated United Airlines at 7.2/10.

  • American Airlines Flights From Orlando to Chicago

    $158 is the best American Airlines flight deal from Orlando to Chicago found on momondo over the last 72 hours. The average American Airlines ticket price found was closer to $267, however, with flight time and availability significantly affecting the price. American Airlines (7.1/10 from 2,903 user reviews) flies into Chicago from Orlando 20 times in an average week so prices can vary.


Frontier flights from Orlando to Chicago

Our best Frontier deals on Orlando to Chicago flight tickets
Frontier
Jan 12
MCO6:55 amOrlando
3h 16m
ORD9:11 amChicago O'Hare Intl
Jan 17
ORD8:28 pmChicago O'Hare Intl
3h 01m
MCO12:29 amOrlando
Frontier
Jan 12
MCO6:55 amOrlando
3h 16m
ORD9:11 amChicago O'Hare Intl
Jan 16
ORD8:28 pmChicago O'Hare Intl
3h 01m
MCO12:29 amOrlando
Frontier
Jan 31
MCO6:00 amOrlando
3h 00m
MDW8:00 amChicago Midway
Feb 3
MDW8:45 pmChicago Midway
2h 54m
MCO12:39 amOrlando

Spirit Airlines flights from Orlando to Chicago

Our best Spirit Airlines deals on Orlando to Chicago flight tickets
Spirit Airlines
Jan 27
MCO9:20 pmOrlando
3h 05m
ORD11:25 pmChicago O'Hare Intl
Jan 30
ORD6:00 amChicago O'Hare Intl
2h 46m
MCO9:46 amOrlando
Spirit Airlines
Jan 13
MCO5:00 pmOrlando
3h 06m
ORD7:06 pmChicago O'Hare Intl
Jan 16
ORD8:00 amChicago O'Hare Intl
2h 51m
MCO11:51 amOrlando
Spirit Airlines
Feb 28
MCO9:22 pmOrlando
2h 52m
ORD11:14 pmChicago O'Hare Intl
Mar 6
ORD11:10 amChicago O'Hare Intl
2h 47m
MCO2:57 pmOrlando

  • How far is Orlando to Chicago by plane?

    Chicago is 985.3 mi away from Orlando. 2h 42m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Orlando to Chicago?

    Prices for flights from Orlando to Chicago refresh daily.

  • How many operators does momondo search for flights from Orlando to Chicago?

  • How old do you have to be to fly from Orlando to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Orlando to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.


Alternative routes for Orlando to Chicago

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Fort Lauderdale to Chicago Flights
Fastest flight time3h 07m
Cheapest price$66
Miami to Chicago Flights
Fastest flight time3h 12m
Cheapest price$66
Tampa to Chicago Flights
Fastest flight time2h 44m
Cheapest price$58
West Palm Beach to Chicago Flights
Fastest flight time3h 16m
Cheapest price$199
Fort Myers to Chicago Flights
Fastest flight time2h 56m
Cheapest price$62
Sarasota to Chicago Flights
Fastest flight time3h 00m
Cheapest price$251
Orlando to St. Louis Flights
Fastest flight time2h 21m
Cheapest price$52
Miami to St. Louis Flights
Fastest flight time2h 58m
Cheapest price$169
Fort Lauderdale to St. Louis Flights
Fastest flight time4h 35m
Cheapest price$139
Jacksonville to Chicago Flights
Fastest flight time3h 47m
Cheapest price$199
Tampa to St. Louis Flights
Fastest flight time4h 22m
Cheapest price$182
Pensacola to Chicago Flights
Fastest flight time2h 22m
Cheapest price$118

Similar Orlando to Chicago flights

Flexible with your destination? Broaden your search and find flights similar to your Orlando to Chicago route

Why use momondo?

Why should I use momondo to find a flight deal from Orlando to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Orlando to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from Orlando to Chicago with flexible booking policies on momondo?

Flights from Orlando to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Orlando to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Orlando.

I’m not ready to book a flight from Orlando to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Orlando are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


An easier way to manage your Chicago trip

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